Side Hustle Pro

Nicaila Matthews Okome | Side Hustle Pro Media
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Side Hustle Pro spotlights bold black women entrepreneurs who have scaled from side hustle to profitable business. Join Chief Side Hustler turned full-time entrepreneur Nicaila Matthews Okome for your weekly installment of Side Hustle Pro and learn actionable strategies to start small and get going–wherever and whoever you are. Side Hustle Pro features interviews with inspiring Black women entrepreneurs who started out as side hustlers, including interviews with Myleik Teele, Morgan DeBaun, Tiffany "The Budgetnista" Aliche, and more! Hosted on Acast. See acast.com/privacy for more information.

  1. 513: Tiffany Aliche on What the Hard Years Teach You About Money and Resilience

    1시간 전

    513: Tiffany Aliche on What the Hard Years Teach You About Money and Resilience

    This week in the guest chair is Tiffany Aliche, known to millions as the Budgetnista and the author of the New York Times bestseller Get Good With Money. Tiffany is back for a deeply personal conversation about what burnout actually looks like when you’re at the top of your game, and what it finally took for her to listen to herself. She opens up about the physical and emotional signs she ignored for too long, the scary truth she finally admitted to her therapist, and how a solo trip to Sedona shifted everything. She also takes us inside the business pivot happening at Budgetnista, from being the face of everything to stepping back and watching her company grow 74% in a single quarter. We also get into the deeper financial conversation: the difference between financial freedom and financial wholeness, how to release financial shame, and the two questions Tiffany now leans on in even her darkest moments. This one is rich from start to finish. Main TakeawaysBurnout is misalignment, not overworkWhy stepping back from being the face of your brand can grow your businessFinancial wholeness vs. financial freedom: which goal actually serves youHow to release financial shame and start your money journey without going it alone Highlights Include00:00 - Tiffany’s burnout: blood pressure spikes, Oura Ring stress alerts, and a back that gave out03:00 - The thing she finally said out loud and how it shifted her physical pain08:10 - Why her COO reframed burnout: it’s not hard work, it’s misalignment10:54 - Zone of excellence vs. zone of genius21:17 - Transparent look at Budget Nista’s revenue journey from a $10M peak to today’s upswing23:41 - The B2B contract pivot: Newark schools, United Way, and NYC Dept of Education43:38 - Wealth guilt, giving beyond the overflow, and learning to drink from your own cup48:08 - A three-part framework for starting your financial journey: community, voice, and vision56:50 - Financial wholeness explained: the 10 pillars and why this goal is for everyone01:01:30 - Two questions to ask in your hardest moments: Is this true? Is it the only truth available?01:03:34 - Tiffany previews her upcoming book, The Gifts of Grief, and her 2027 sabbatical Links Mentioned in This EpisodeGet Good With Money: getgoodwithmoney.comThe Big Leap by Gay Hendricks (recommended by Tiffany) Watch & ListenWatch this episode on YouTube and listen on all podcast platforms: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustlepro Social MediaTiffany Aliche's Instagram: @thebudgetnista Side Hustle Pro - @sidehustlepro Hosted on Acast. See acast.com/privacy for more information.

    1시간 7분
  2. 512: How Leah Collins Turned Financial Mistakes Into a TV Show, Multiple Income Streams, and a Purpose-Driven Career

    5월 1일

    512: How Leah Collins Turned Financial Mistakes Into a TV Show, Multiple Income Streams, and a Purpose-Driven Career

    This week in the guest chair is Leah Collins, financial coach, speaker, and host of Maxxed Out, a powerful series helping people confront their finances and the relationships tied to them. But Leah’s journey didn’t start on TV, it started with a moment of truth: making the most money she ever had… and realizing she had nothing to show for it. In this episode, I sit down with Leah to unpack how she transformed her own financial struggles into a thriving business, paid off $40,000 in debt, and ultimately landed her own show. We talk about the behind-the-scenes reality of building a personal brand, why communication is the foundation of financial success, and how she leveraged every opportunity to create multiple income streams. Leah also opens up about one of the most pivotal moments in her life: calling off her wedding due to financial incompatibility. That experience reshaped her entire mission and led her to focus on money and relationships, helping others navigate the conversations so many of us avoid. This episode is a masterclass in turning pain into purpose and building a life that aligns with your values. Main TakeawaysTurning personal financial struggles into a business can create powerful impact and incomeFinancial compatibility and communication are critical in relationshipsYour personal brand is always working for you, even when you don’t realize itMultiple income streams, including speaking, media, and passive products, create flexibility and freedom Highlights Include00:00 – Why money affects every part of your life 02:10 – 20 years in corporate finance but struggling personally 04:05 – Wake-up call: high income, no results 04:40 – $100 bootcamp → $40K debt paid off 05:20 – Calling off her wedding over money misalignment 07:06 – Prenups, communication, and financial expectations 09:05 – Turning personal pain into a business niche 10:53 – Launching her brand → getting discovered for TV 12:11 – Building a strategic personal brand that attracts opportunities 14:17 – TV journey: rejection, delay, and eventual greenlight 16:46 – Scaling after motherhood and shifting business model 20:43 – Behind the scenes of Maxed Out and building trust 23:03 – Leveraging TV into multiple income streams 24:55 – Values-based finances and smarter decision-making 26:51 – Balancing a 9–5 while growing a business 29:37 – Storytelling as a tool for impact and connection 31:27 – Pitching yourself and understanding media monetization 34:11 – “You’re always being interviewed” mindset 38:13 – Why quality beats quantity in content 41:02 – Burnout, boundaries, and protecting your time 41:42 – Final advice: build your business without quitting your job Links Mentioned in This EpisodeMoney Moves Makeover: https://www.amazon.com/OWN Network: https://www.oprah.com/ownHBO Max: https://www.max.com/Discovery+: https://www.discoveryplus.com/Save the Date: Start the Podcast That Builds Your Exit Plan (Friday, May 15)Watch this episode on YouTube and listen on all podcast platforms: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustleproAnnouncementsIf you’re ready to build a podcast that becomes your exit plan from your 9-to-5, sign up for my next live class: Start the Podcast That Builds Your Exit Plan Save your seat here.  Social MediaInstagram:@theleahmariecollins   Side Hustle Pro – @sidehustlepro #SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    44분
  3. 511: Monica Cornitcher’s Journey From Personal Loss to Non-Alcoholic Cocktail Success

    4월 24일

    511: Monica Cornitcher’s Journey From Personal Loss to Non-Alcoholic Cocktail Success

    I sat down with Monica Cornitcher, CEO and co-founder of Medase Cocktails, a premium non-alcoholic beverage brand redefining what it means to drink without alcohol. What started as a simple desire for a real cocktail experience without the after-effects turned into a six-figure investment and a fast-growing brand that’s now catching the attention of major retailers. Monica shares how she and her co-founder Inga Dyer went from Zoom conversations during the pandemic to building a fully developed beverage company. Instead of rushing the process, they leaned into research, worked with a food scientist, and built a five-year strategy before launching. Their focus was clear: create authentic, full-flavor cocktails that people actually recognize and crave. In this episode, Monica opens up about the real cost of building a physical product, navigating grief after losing her co-founder, and the strategy behind growing through direct-to-consumer before entering retail. This is a powerful conversation about resilience, intentional growth, and building a brand rooted in purpose and community. Main TakeawaysWhy taking time to validate your idea and build a strategy can save you costly mistakesHow to approach launching a physical product without cutting corners on qualityThe importance of direct-to-consumer growth before entering retailHow resilience, grief, and purpose shaped the future of Medase Cocktails Highlights Include00:00 – Introduction to Medase Cocktails03:00 – Monica’s first business and corporate background06:00 – The idea sparked during COVID and building with intention08:00 – Why they worked with a food scientist instead of DIY10:00 – Creating a 5-year business strategy before launch13:00 – Identifying their target consumer and product positioning21:00 – Funding the business with $100K+ of personal investment26:00 – Attending Expo West and attracting investors29:00 – Navigating grief after losing her co-founder30:00 – Growth on Amazon and direct-to-consumer success33:00 – Why retail is expensive and how to prepare for it45:00 – Lessons from production mistakes and product quality control47:00 – Competing in a growing non-alcoholic beverage market50:00 – Lightning round insights and tools Links Mentioned in This EpisodeSave the Date: Start the Podcast That Builds Your Exit Plan (Friday, May 15) Watch & ListenWatch this episode on YouTube and listen on all podcast platforms: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustlepro AnnouncementsIf you’re ready to build a podcast that becomes your exit plan from your 9-to-5, sign up for my next live class: Start the Podcast That Builds Your Exit Plan Save your seat here.  Social MediaInstagram: @medasecocktails TikTok: @medasecocktails Facebook: Medase Cocktails Side Hustle Pro – @sidehustlepro SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    44분
  4. 510: How I'm Rebuilding After A Hard Season (feat. Monique Shields)

    4월 17일

    510: How I'm Rebuilding After A Hard Season (feat. Monique Shields)

    In this episode, I’m joined again by Monique Shields, and this conversation felt like therapy, coaching, and truth-telling all in one. We went deep into something I’ve personally been navigating: what it actually looks like to move out of survival mode as a high-achieving woman, especially when life has been life-ing. We talked about the invisible weight many of us carry, from parenting to business to unexpected life challenges, and how that impacts the way we show up, make decisions, and even spend money. One of the biggest shifts for me? Realizing I wasn’t telling myself the full story about what I had been carrying and surviving. Monique breaks down how our mindset around scarcity, energy, and outsourcing can keep us stuck, and what it really means to “resource yourself” instead of just pushing through. If you’ve been feeling stuck, foggy, or like you’re doing everything but still not moving forward, this episode will hit home. Main TakeawaysYou’re not behind, you’re likely operating without acknowledging everything you’ve been carryingScarcity mindset after a hard season can quietly shape your decisions and keep you stuckYour energy, not just your time, is one of your most valuable assetsResourcing yourself (mentally, physically, strategically) is essential for growth Highlights Include00:00 – Reconnecting with Monique and what she’s been building02:30 – Why intimate spaces and coaching containers matter04:30 – Starting YouTube and breaking through creative burnout06:00 – The hidden impact of hard seasons on decision-making08:00 – Why you’re not telling yourself the full story10:00 – High-achievers and the trap of self-pressure12:30 – Why “feeling less overwhelmed” isn’t the right goal15:00 – Scarcity mindset after financial or life shocks18:00 – Why cost-first thinking keeps you stuck21:00 – The “delusional belief” successful people hold about their future27:00 – The real value of your time and energy33:30 – What actually changed after hiring support36:00 – Mental fog and why you don’t even realize you’re in it40:00 – Why stability is not the same as hoarding43:00 – What it really means to “resource yourself”46:00 – The importance of having multiple “brains” supporting you50:00 – Why your nervous system needs support in today’s world52:00 – Reframing “I can’t afford it” into a choice Links Mentioned in This EpisodeSave the Date: Start the Podcast That Builds Your Exit Plan (April 17) Watch & ListenWatch this episode on YouTube and listen on all podcast platforms: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustlepro AnnouncementsIf you’re ready to build a podcast that becomes your exit plan from your 9-to-5, sign up for my next live class: Start the Podcast That Builds Your Exit Plan Save your seat here.  Social MediaInstagram: @moniquershields Podcast: Ambition Without Compromise Side Hustle Pro – @sidehustlepro #SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    50분
  5. 509: Opening Up About My Journey as an Autism Mom

    4월 10일

    509: Opening Up About My Journey as an Autism Mom

    This episode is one of the most personal and vulnerable conversations I’ve ever shared. I’m opening up about my journey as an autism mom, from the early days of pregnancy and motherhood during the pandemic to navigating the realities of developmental delays, diagnoses, and advocacy. What started as subtle concerns about speech delays turned into a life-changing journey through early intervention, therapy, and eventually receiving an official autism diagnosis for my son. Along the way, I’ve had to learn how to advocate fiercely, navigate complex systems, and redefine what motherhood looks like for me and my family. This episode is about the hard moments, the emotional weight, and the unexpected beauty in this journey. It’s also about community, resilience, and learning to see strength in a path that looks different than what I once imagined. Highlights Include00:00 – Why this episode is deeply personal 02:00 – Pregnancy, birth, and early milestones during the pandemic 04:30 – First signs of speech delay and comparing developmental milestones 06:30 – The emotional impact of early evaluations 07:30 – Starting early intervention: speech and occupational therapy 09:00 – Transition to specialized preschool and navigating the system 11:00 – The hidden challenges of parenting a child with special needs 12:30 – Communication barriers and emotional regulation as a parent 14:00 – The moment I realized how much I’ve been carrying 16:40 – Understanding gestalt language processing 19:30 – Getting an official autism diagnosis 21:00 – Advocating for my son within the school system 23:30 – A “guardian angel” moment that changed everything 27:00 – The role of faith in navigating this journey 29:00 – Finding community and learning from other moms 30:30 – Lessons autism has taught me about boundaries and perspective 31:00 – A real-life parenting moment at the barbershop 33:00 – Choosing celebration during Autism Awareness Month Links Mentioned in This Episode• Save the Date: Start the Podcast That Builds Your Exit Plan (Friday, April 17) Watch & ListenWatch this episode on YouTube and listen on all podcast platforms: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustleproAnnouncementsIf you’re ready to build a podcast that becomes your exit plan from your 9-to-5, sign up for my next live class: Start the Podcast That Builds Your Exit Plan Save your seat here.  Social MediaSide Hustle Pro – @sidehustlepro #SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    32분
  6. 508: The Tax Mistakes Side Hustlers Make That Cost Them Thousands (And How to Avoid Them)

    4월 8일

    508: The Tax Mistakes Side Hustlers Make That Cost Them Thousands (And How to Avoid Them)

    If you’re a side hustler or solopreneur, taxes can go from simple to overwhelming real fast and the truth is, many entrepreneurs are quietly losing thousands of dollars just by not knowing what they don’t know.  In this episode, I sat down with CPA and TurboTax Expert Lisa Greene-Lewis to break down the most common tax mistakes side hustlers make, from choosing the wrong business structure too early to missing out on key deductions and failing to stay organized throughout the year. We also unpack what actually makes taxes more complex as your business grows and how to stay ahead of it before tax season hits. This conversation is all about helping you feel more confident, more prepared, and more in control of your finances. Because the goal is not just to make money in your business but to keep more of it. Main TakeawaysLack of consistent tracking is the biggest mistake that leads to overpaying taxesMany solopreneurs miss deductions simply because they are unaware of what qualifiesStaying organized year-round is the key to reducing stress and maximizing savings Highlights Include00:00 – Introduction to tax season for solopreneurs02:00 – Lisa’s journey into tax expertise and entrepreneurship05:20 – LLC vs S corp: what you actually need to know08:20 – When taxes start to feel complicated09:30 – Why tracking income and expenses is critical11:40 – Common deductions people miss13:00 – Home office deduction explained14:20 – Section 179 and equipment write-offs15:10 – What you can’t deduct (clothes, hair, makeup)16:40 – Business credit card interest deduction17:20 – Employing your kids as a tax strategy18:00 – SEP IRA and retirement savings for entrepreneurs19:00 – Qualified Business Income deduction20:10 – Key tax law updates and 1099-K changes23:20 – How to stay organized with QuickBooks25:40 – How TurboTax experts support business owners27:10 – Lisa’s personal system for staying organized Links Mentioned in This EpisodeTurboTax: https://turbotax.com/business QuickBooks: https://quickbooks.intuit.com Watch & ListenWatch this episode on YouTube and listen on all podcast platforms: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustleproAnnouncementsIf you’re ready to build a podcast that becomes your exit plan from your 9-to-5, sign up for my next live class: Start the Podcast That Builds Your Exit Plan Save your seat here.  Social MediaLinkedIn: https://www.linkedin.com/in/lisa-greene-lewis-7721b815a  Website: https://turbotax.com/business  Side Hustle Pro – @sidehustlepro #SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    34분
  7. 507: The Hidden Cost of Waiting Until You're Ready

    3월 27일

    507: The Hidden Cost of Waiting Until You're Ready

    If you’ve been waiting for the perfect moment to finally start that thing you said you’d do this year, this episode is your wake-up call. Because the truth is, that moment isn’t coming. This week, I’m pulling back the curtain on a very real, very messy week in my life and sharing why I decided to hit record anyway. From sick kids to mental clutter to a house that is far from organized, I had every reason to wait. But instead, I leaned into a powerful reminder: progress doesn’t require perfection. In this episode, I walk you through the mindset shifts that have helped me move through overwhelm, take action with limited time and energy, and stop letting the idea of “feeling ready” delay my goals. Because sometimes the real work isn’t the task itself, it’s learning how to show up before everything feels aligned. Main TakeawaysWaiting for the perfect time will keep you stuck longer than just starting messyYou have to work with the time and energy you actually have, not what you wish you hadNaming what’s holding you back helps you move through it fasterThe real growth often comes from managing your mindset, not completing the task Highlights Include00:00 – Why I recorded this episode despite not feeling ready 02:10 – How “unexpected” life moments keep disrupting plans 04:18 – Learning to work in chaos instead of waiting for order 05:30 – Lowering the bar to get started 06:10 – Work with the time you have, not the time you wish you had 08:00 – Managing your energy to show up at your best 10:15 – Why naming the problem helps you move forward 11:43 – Recognizing the season you’re in and adjusting expectations 14:00 – Are you truly blocked or just thrown off? 16:12 – How accountability helped me launch Side Hustle Pro 18:36 – Overcoming imposter syndrome in a career leap 21:22 – The hidden cost of needing to “have it all together” 23:21 – Why perfection delays your income and growth 26:24 – Maybe the real goal is mastering your mindset 29:19 – Adjusting expectations so you can move forward Links Mentioned in This EpisodeSave the Date: Start the Podcast That Builds Your Exit Plan (Friday, April 10th) Watch & ListenWatch this episode on YouTube and listen on all podcast platforms: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustlepro AnnouncementsIf you’re ready to build a podcast that becomes your exit plan from your 9-to-5, sign up for my next live class: Start the Podcast That Builds Your Exit Plan Save your seat here.  Social MediaSide Hustle Pro – @sidehustlepro #SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    29분
  8. 506: 5 Simple Ways to Get Paid for What You Already Know

    3월 20일

    506: 5 Simple Ways to Get Paid for What You Already Know

    One of the biggest misconceptions I see when it comes to making money is the belief that you need to start from scratch. A new certification, a brand new idea, or a completely different skill set. But the truth is, most of us already have everything we need. The real problem is not a lack of knowledge, it is not knowing how to package and position what we already know. In this episode, I break down five simple and practical ways to turn your existing skills, experiences, and knowledge into income. Whether you are in between roles, exploring a side hustle, or just trying to make extra money right now, this episode is your reminder that there is value in what you already bring to the table. I also walk through a key mindset shift. You do not need to be the top expert. You just need to be a few steps ahead of the person you are helping. People are not just paying for information. They are paying for clarity, speed, guidance, and confidence. And that is where your opportunity lies. Main TakeawaysYou do not need new skills or certifications to start making moneyThere are five core ways to monetize what you already knowPeople pay for clarity, speed, and guidance, not just expertiseStart with one path and keep it simple instead of trying everything Highlights Include00:00 – The biggest misconception about making money01:30 – Why you already have valuable, monetizable knowledge02:00 – The 5 ways to make money with what you know03:00 – The mindset shift you need before starting04:00 – Service and coaching as the fastest path to income06:00 – Done-for-you services and why people pay for convenience08:00 – Creating simple digital products that sell10:30 – Workshops and why people pay for real-time learning13:00 – Why reminders are key when selling anything15:00 – Using content to create opportunities and income18:00 – How to use AI without losing your voice21:00 – Why you should pick ONE path and start now Links Mentioned in This EpisodeSave the Date: Start the Podcast That Builds Your Exit Plan (Friday, March 20) Watch & ListenWatch this episode on YouTube and listen on all podcast platforms: Apple Podcasts: https://podcasts.apple.com/us/podcast/side-hustle-pro/id1126021323Spotify: https://open.spotify.com/show/13qDj08lBR4ymzGhXIKy8tYouTube: https://www.youtube.com/sidehustleproAnnouncementsIf you’re ready to build a podcast that becomes your exit plan from your 9-to-5, sign up for my next live class: Start the Podcast That Builds Your Exit Plan Save your seat here.  Social MediaSide Hustle Pro – @sidehustlepro #SideHustlePro Hosted on Acast. See acast.com/privacy for more information.

    24분
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Side Hustle Pro spotlights bold black women entrepreneurs who have scaled from side hustle to profitable business. Join Chief Side Hustler turned full-time entrepreneur Nicaila Matthews Okome for your weekly installment of Side Hustle Pro and learn actionable strategies to start small and get going–wherever and whoever you are. Side Hustle Pro features interviews with inspiring Black women entrepreneurs who started out as side hustlers, including interviews with Myleik Teele, Morgan DeBaun, Tiffany "The Budgetnista" Aliche, and more! Hosted on Acast. See acast.com/privacy for more information.

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    Nicaila Matthews Okome | Side Hustle Pro Media
  • 방송 연도
    2016년 - 2026년
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    521
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    © 2026 SIDE HUSTLE PRO
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